Onsite Technology Manager (KFL11326)

RealManage•Kissimmee, FL
•$100,000 - $100,000•Onsite

About The Position

The Technology Manager is responsible for the reliability, security, administration, and continuous improvement of technology systems supporting community operations and resident services. This hands-on, primarily onsite role oversees hardware, software, networks, servers, user support, and technology initiatives, and works closely with the General Manager (LCAM), department leaders, RealManage IT, and external service providers. The position supervises Technology Staff and applies a practical, service-oriented approach to simplifying systems, securing and maintaining reliable operations, and improving resident experience and organizational efficiency. The role supports a residential community’s technology infrastructure, systems, and digital services. It includes onsite administration and troubleshooting, staff and resident technology support, cybersecurity and data protection, platform integration, project and vendor coordination, and communication with community leadership. The Technology Manager also develops procedures and a technology vision, coordinates with corporate support teams, and attends Board or committee meetings when technology matters require participation, including occasional evening meetings. The job is based in Kissimmee, Florida, and is full time. Salary is $100,000 annually. The position may require occasional extended hours when operationally necessary. Physical requirements include prolonged sitting and computer work, occasional standing, walking, bending, or reaching, and lifting or moving objects weighing 10–35 pounds. The work takes place in a standard office environment with moderate noise levels.

Requirements

  • At least three years of hands-on desktop or end-user technology support experience.
  • Demonstrated experience evaluating, consolidating, and implementing technology platforms, managing vendor relationships, and improving system integration and operational efficiency.
  • Intermediate to advanced knowledge of wired and wireless networking, including routers, switches, access points, VPNs, IP addressing, and troubleshooting.
  • Working knowledge of Microsoft 365, Windows administration, Active Directory, domains, and DNS.
  • Ability to diagnose hardware, software, connectivity, and user-access issues and coordinate effective resolution.
  • Familiarity with cybersecurity fundamentals, patching, endpoint security, backup practices, and access management.
  • Strong project coordination, documentation, organization, and prioritization skills, with attention to detail.
  • Clear, patient, plain-language communication skills to assist residents, staff, and Board members with varying levels of technical knowledge.
  • Ability to collaborate, adapt to changing priorities, learn new technologies, and provide occasional extended-hours support when operationally necessary.
  • Ability to sit for prolonged periods and work on a computer; occasionally stand, walk, bend, or reach; and lift or move objects weighing 10–35 pounds.
  • Manual dexterity to operate a computer keyboard, mouse, telephone, and other office equipment; visual acuity to read printed materials and screens; and hearing and speech ability to communicate in person, by phone, and in virtual meetings.
  • Ability to work in a standard office environment with moderate noise levels and a standard schedule, with occasional extended hours as required.

Nice To Haves

  • Experience supporting complex, multi-department environments.
  • Relevant degree or technical certification.
  • Experience supporting enterprise systems or large-scale community operations.

Responsibilities

  • Plan, implement, administer, and maintain onsite computer systems, servers, workstations, network equipment, and related infrastructure.
  • Oversee wired and wireless networks, routers, switches, access points, VPN connectivity, IP addressing, DNS, domains, and related services.
  • Install, configure, maintain, and troubleshoot operating systems, applications, device drivers, firmware, and approved technology upgrades.
  • Monitor system performance, availability, capacity, and reliability; identify issues proactively and coordinate timely resolution.
  • Inventory technology systems, hardware, software, licenses, warranties, service contracts, and inherited assets; develop a phased consolidation roadmap and lifecycle plan.
  • Serve as the primary onsite point of contact for technology requests, incidents, and service needs across Association departments.
  • Provide first- and second-level technical troubleshooting and coordinate escalation of complex issues with RealManage IT or qualified vendors.
  • Administer approved user onboarding, offboarding, access changes, account setup, and workstation configuration with appropriate leadership.
  • Support Microsoft 365 applications and administration, Windows environments, Active Directory, and approved collaboration tools, coordinating with Corporate IT as needed.
  • Operate a documented staff IT help desk; prioritize, track, resolve, and communicate requests, and coordinate a resident technology-help offering at the concierge desk.
  • Train and guide employees on technology tools, appropriate use, and basic cybersecurity awareness.
  • Oversee cybersecurity, data protection, backups, access rights, and resident information privacy in coordination with RealManage Corporate IT and applicable policies.
  • Implement and monitor approved security controls, including multifactor authentication, endpoint protection, software updates, and access management.
  • Maintain backup and recovery procedures, coordinate restoration testing, and support business continuity and disaster recovery planning.
  • Identify, document, and promptly escalate cybersecurity risks, suspected breaches, vulnerabilities, and system disruptions; maintain security documentation and user access records.
  • Evaluate, recommend, and implement approved platforms, including the resident portal/app, work orders, registrations and ticketing, accounting integration, and access control.
  • Develop data integrations and KPI dashboards for Finance and department managers; standardize workflows and reduce redundant platforms while maintaining security and data controls.
  • Plan, coordinate, and monitor IT initiatives, installations, migrations, system improvements, and approved technology projects from scoping through implementation.
  • Manage the technology operating budget and capital recommendations; evaluate needs, monitor expenditures, and recommend cost-effective improvements with the General Manager (LCAM) and RealManage Corporate IT.
  • Manage technology vendors, service contracts, internet and telecommunications providers, performance expectations, renewals, and issue resolution within delegated authority.
  • Review proposed purchases and upgrades for compatibility, security, cost effectiveness, support requirements, and operational impact.
  • Maintain project timelines, documentation, status updates, and follow-through on commitments and deliverables.
  • Partner with community departments to support technology essential to daily operations, including network and Wi-Fi reliability, event-space audiovisual systems, security cameras, and access-control technology.
  • Provide clear, nontechnical updates and recommendations to the General Manager (LCAM), management team, Board of Directors, and designated committees as requested.
  • Maintain professional relationships with staff, residents, Board members, and vendors while protecting confidential information and respecting communication protocols.
  • Attend Board or committee meetings when technology matters require participation, including occasional evening meetings.
  • Develop and communicate a technology vision that simplifies workflows, reduces duplicative systems and workarounds, improves resident access to services, and increases efficiency.
  • Coordinate with RealManage corporate IT and CiraConnect support teams, following standards, approval requirements, and escalation procedures.
  • Document standard operating procedures, system configurations, recurring maintenance schedules, and critical technology dependencies.
  • Demonstrate sound judgment, accountability, responsiveness, and a service-oriented approach; promote collaboration, clear communication, and shared operational excellence.

Benefits

  • Medical insurance
  • Dental insurance
  • Vision insurance
  • Life and disability insurance
  • HSA (eligibility requires enrollment in the high-deductible medical plan)
  • FSA
  • Education reimbursement
  • 401(k) matching
  • Employee Assistance Program (EAP)
  • 11 paid holidays
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